9-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione → HCID 13293015, compound

HRID 464009Notes

Reaction equation

HRID 464009 reaction equation
[C:1]([C:4]1([OH:25])[CH2:21][C:20]2[CH:19]=[C:18]3[C:9]([C:10](=[O:23])[C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=4[C:17]3=[O:22])=[C:8]([OH:24])[C:7]=2[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C1CNC(=O)C1.[Br:32][Br-]Br>O1CCCC1>[Br:32][CH2:2][C:1]([C:4]1([OH:25])[CH2:21][C:20]2[CH:19]=[C:18]3[C:9]([C:10](=[O:23])[C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=4[C:17]3=[O:22])=[C:8]([OH:24])[C:7]=2[CH2:6][CH2:5]1)=[O:3]

Participants

3

Reactant 1

HCID 130515749-Acetyl-6,9-dihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione

Product 1

HCID 13293015HCID 13293015, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 9-acetyl-6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione (690 mg) with pyrrolidone hydrotribromide (1.15 g) was effected in tetrahydrofuran (70 ml) at room temperature for 40 hours. After removing insoluble matters by filtration, the solvent was distilled off under reduced pressure to give yellow crystals (785 mg, 92%) of 9-bromoacetyl-6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione. M.P., 179°-180° C.

Workup

  1. customAfter removing insoluble matters
  2. filtrationby filtration
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-2bf3a6d163234ab9aa2e2f910fc7218e
Source dataset
uspto-grants-1985_10
Patent number
US04545936

Reaction notes

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